Huh? W playing with two planes and two blocks piles.

What are the paper planes supposed to be the 9/11 attacks and the blocks the rubble of the trade centres?

This is really telling. We know the cabal uses humiliation and blackmail to control it's officers.
Bill Hicks did a sketch about this, where he acts out a scene of a newly elected President.
Paraphrasing:
"...and he gets taken into a darkened room, where a projector screen drops down and shows the Kennedy assassination from an angle never seen before... The man asks the President if he has any questions, the President just says " what's my agenda?"

Humiliation and blackmail may be more effective than the threat of death. I have a hunch some of these "oil paintings" are based off of real photos.
We know JFK was a player and liked to fuck the ladies, but I think he was too noble otherwise to allow himself to be humiliated (infantilized, cross-dressed or forced to have sex with someone or something). The show Black Mirror hinted at this as well, with the story about a Prime Minister being coerced into fucking a pig on television